4.7 Article

Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 8, Pages 3198-3209

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0602221

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Funding

  1. NIGMS NIH HHS [P50 GM069663, P50 GM069663-04] Funding Source: Medline

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An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl triflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.

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